Conflicts within the US military between roles and responsibilities, the use of NGOs on the battlefield, and the role of host nation and allied forces in a time of transition between combat and non-combat only increase the complexity of the PMESII management issues. After a decade of war and an investment of nearly one trillion dollars by the US Government, the Defense Department, State Department, NATO allies, and the US Army in particular have been challenged by the difficulty of conducting combat operations within the social and political environment of the host nation. Two important factors limit the military"s ability to manage the complex mission environment: lack of trained and qualified personnel and lack of understanding of 2nd and 3rd order effects on the population. We propose building a Warfighter Associate System for the Civil Affairs Officer at the BCT level that will be fully integrated into the already-demonstrated Warfighter Associate demonstration at the C2D lab in APG, Maryland. This Intelligent Civil Affairs Workbench (ICAW) will mitigate PMESII management challenges by providing context sensitive recommendations and situational awareness data. The tool will enable retrieval and integration of data from diverse sources and facilitate the analysis of relationships between data items.